Pyrimidines

Related Products of 1004-40-6, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 1004-40-6, name is 6-Amino-4-hydroxy-2-mercaptopyrimidine. This compound has unique chemical properties. The synthetic route is as follows.

To a mixture of 1-(5-methyl-1-phenyl-1H-pyrazol-4-yl)-3-phenylprop-2-en-1-one (1) (1 mmol) and 6-amino-2-thioxo-2,3-dihydropyrimidin-4(1H)-one (7) (0.143 g,1 mmol) in dioxane (15 mL) was added cellulose sulfuric acid (0.05 g). The mixture was refluxed for 8 h, then cooled to ambient temperature and cellulose sulfuric acid was filtered off. The filtrate was concentrated to dryness, and the crude solid product was crystallized from dioxane to afford the pure product 8.

According to the analysis of related databases, 1004-40-6, the application of this compound in the production field has become more and more popular.

Reference:
Article; Gomha, Sobhi M.; Riyadh, Sayed M.; Journal of the Brazilian Chemical Society; vol. 26; 5; (2015); p. 916 – 923;,
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Pyrimidine – Wikipedia

Adding a certain compound to certain chemical reactions, such as: 1753-50-0, 2-Chloropyrimidine-5-carbonitrile, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, category: pyrimidines, blongs to pyrimidines compound. category: pyrimidines

To a stirred solution of compound FF (0.5 g, 3.02 mmol) in ethanol (10 mL), 2-chloropyrimidine-5-carbonitrile (AF, 0.46 g, 3.32 mmol) and DIPEA (1.58 mL, 9.06 mmol) were added and the reaction mixture was heated to 90C for 14 h. The progress of the reaction was monitored by TLC. After completion of the reaction, the reaction mixture was concentrated under reduced pressure. The crude product was purified by silica gel column chromatography using 20% EtOAc/hexane to afford compound FG (0.7 g, 86%) as an off white solid. LC-MS: m/z 269.00 [M+H]+.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,1753-50-0, 2-Chloropyrimidine-5-carbonitrile, and friends who are interested can also refer to it.

Reference:
Patent; VPS-3, INC.; YATES, Christopher, M.; (397 pag.)WO2018/165520; (2018); A1;,
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Pyrimidine – Wikipedia

Synthetic Route of 2227-98-7, Adding some certain compound to certain chemical reactions, such as: 2227-98-7, name is 4-Aminopyrrolo[3,2-d]pyrimidine,molecular formula is C6H6N4, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 2227-98-7.

Compound (XII) (457 mg, 3.10 mmol) is stirred in water/ethanol (4:1, 22.5 ml) and treated with9-deazaadenine (378 mg, 2.82 mmol) and formaldehyde solution (0.21 ml, 38 %). The mixtureis stirred at ambient temperature for 3 days. A solution of sulfuric acid (2.8 ml, 1M) is added.Ethanol (5 ml) is added. The mixture is cooled to 0 C and stirred for 15 minutes. The resultingslurry is filtered and the crystals dried to give 548mg tan solid. A portion of this solid (300 mg) isstirred in water (approximately 10 ml) with Amberlite FPA91-OH resin (approximately 2 g) for 30minutes. The resin is filtered and the solution evaporated to give 143 mg white solid ((3R,4S)-1-((4-amino-5H-pyrrolo[3,2-d]pyrimid in-7-yl)methyl)-4-(methylthiomethyl)pyrrolid in-3-ol which isused in the next steps).(3R,4S)-1-((4-amino-5H-pyrrolo[3,2-d]pyrimidin-7-yl)methyl)-4-(methylthiomethyl)pyrrolidin-3-ol (50 mg, 0.17 mmol) is dissolved in water (1 .0 ml) and treated with sulfuric acid (0.17 ml, 1 M, 1.0 eq). IPA (0.4 ml) is added and the resulting solution stored at 4 C resulting in formation of an oil phase. The mixture is warmed to give a solution, treated with ethanol (approximately 0.2 ml) and stored at 4 C overnight resulting in precipitation of solids from solution. The solid is filtered on filter paper and dried under vacuum.

According to the analysis of related databases, 2227-98-7, the application of this compound in the production field has become more and more popular.

Reference:
Patent; CALLAGHAN INNOVATION RESEARCH LIMITED; EVANS, Gary Brian; KELLY, Peter Michael; TYLER, Peter Charles; WO2014/73989; (2014); A1;,
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Application of 4359-87-9, Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 4359-87-9, name is 2,4,6-Trichloro-5-nitropyrimidine. A new synthetic method of this compound is introduced below.

Dissolve 0.G2 mole (4.53 gm) 2,4,6-Trichloro-5-Nitropyrimidine 31 in 40 ml THF keep at 10C under stirring. Dissolve 0.02 mole (3aR,4S,6R,6aS)-6-amino-2,2- dimethyltetrahydro-3aH-cyclopenta[d][l ,3]dioxol-4-ol 10 (3.46 gm) in 25 ml THF. Charge (3aR,4S,6R,6aS)-6-amino-2,2-dimethyltetrahydro-3aH-cyclopenta [d][l ,3]dioxol-4-ol solution dropwise in reaction mass. Stir for 3-4 hours. Check TLC and upon completion of reaction remove THF under vacuum, add water and extract with ethyl acetate. Concentrate ethyl acetate under vacuum to obtain oily liquid, 45, which can be taken directly to next step.

At the same time, in my other blogs, there are other synthetic methods of this type of compound,4359-87-9, 2,4,6-Trichloro-5-nitropyrimidine, and friends who are interested can also refer to it.

Reference:
Patent; ANLON CHEMICAL RESEARCH ORGANIZATION; RASADIA, Punitkumar Rameshbhai; RAMANI.Vaibhav Narendrakumar; PANDEY, Bipin; BHADANI, Vijay Nagjibhai; VACHHANI, Dipakkumar Dhanjibhai; SHAH, Anamik Kantilal; WO2015/162630; (2015); A1;,
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Electric Literature of 3934-20-1, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.3934-20-1, name is 2,4-Dichloropyrimidine, molecular formula is C4H2Cl2N2, molecular weight is 148.9781, as common compound, the synthetic route is as follows.

Compound a (5 g, 1.0 eq), b-1 (5 g, 0.9 eq),Aluminum trichloride (5g, 1.0eq) was added to the 100mL eggplant bottle.Reaction at 80 C, TLC detection reaction is complete,Then, ice water was added and stirred for 5 min, suction filtered, and the filter cake was rinsed with 50 mL of water.Intermediate c-1 was obtained by column chromatography, and the yield of 7 g was 75.3%.

The chemical industry reduces the impact on the environment during synthesis 3934-20-1, I believe this compound will play a more active role in future production and life.

Reference:
Patent; Liaoning University; Chen Ye; Ding Shi; Liu Ju; Ji Jingchao; Hao Xuechen; Liu Yutong; Li Jie; Zhang Mingjuan; Gong Yilin; (29 pag.)CN110283162; (2019); A;,
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Synthetic Route of 3073-77-6 , The common heterocyclic compound, 3073-77-6, name is 2-Amino-5-nitropyrimidine, molecular formula is C4H4N4O2, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

5-Nitropyrimidin-2-amine (1 eq), Boc2O (1.2 eq), 4-dimethylaminopyridine(0.2eq) were added to a flask under nitrogen atmosphere and dichloromethaneat room temperature. The mixture was stirred at room temperature overnight.Ethyl acetate was added and a precipitated formed was filtered and washedwith ethyl acetate to obtain the desired tert-butyl (5-nitropyridin-2-yl)carbamate.(Crude contains approximately 20% of tert-butyl (5-nitropyrimidin-2- yl)dicarbamate mixture. Was used in the next step without purification).HPLC-MS (method A): Rt= 2.83 mm, [M+H] m/z: 241.Yield: 78%.

The synthetic route of 3073-77-6 has been constantly updated, and we look forward to future research findings.

Reference:
Patent; MINORYX THERAPEUTICS S.L.; GARCIA COLLAZO, Ana Maria; MARTINELL PEDEMONTE, Marc; REVES VILAPLANA, Marc; LAVILLA GRIFOLS, Rodolfo; RODRIGUEZ PASCAU, Laura; CUBERO JORDA, Elena; (136 pag.)WO2016/120808; (2016); A1;,
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With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.933702-55-7, name is 2-Chloropyrimidine-5-carbaldehyde, molecular formula is C5H3ClN2O, molecular weight is 142.5431, as common compound, the synthetic route is as follows.Formula: C5H3ClN2O

To a solution of 1.00 g (1.48 mmol) of (-)-4-(4,4-Difluorocyclohexyl)-3-{fluoro[4-(trifluoromethyl)phenyl]methyl}-5-[(4-methoxybenzyl)oxy]-7,7-dimethyl-2-(piperidin-4-yl)-5,6,7,8-tetrahydroquinoline, which was prepared by a method similar to that of Reference Example 10, in 5 ml of 1-methyl-2-pyrrolidone, 0.23 g (1.6 mmol) of 2-chloro-5-formyl pyrimidine and 265 mul (1.78 mmol) of diazabicycloundecene were added, and the reaction solution was stirred at room temperature for 1 hour. Then, 0.023 g (0.16 mmol) of 2-chloro-5-formyl pyrimidine was added thereto and the reaction solution was further stirred at room temperature for 0.58 hours. Furthermore, 0.023 g (0.16 mmol) of 2-chloro-5-formyl pyrimidine was added thereto and the reaction solution was stirred at room temperature for 1.5 hours. After completion of the reaction, the reaction solution was poured into saturated sodium hydrogencarbonate aqueous solution and extracted with ethyl acetate. The organic layer was washed with saturated sodium chloride aqueous solution and dried with anhydrous magnesium sulfate, and then the solvent was distilled off under reduced pressure. The obtained residue was subjected to silica gel column chromatography [n-hexane/ethyl acetate=40/10 (V/V)] and the fraction including the desired compound was concentrated under reduced pressure to provide 1.00 g of the title compound as a light yellow solid (yield: 87%). 1H-NMR spectrum (300 MHz, CDCl3) delta ppm: 9.71 (1H, s), 8.65 (2H, s), 7.63 (2H, d, J=8 Hz), 7.37 (2H, d, J=8 Hz), 7.25 (2H, d, J=9 Hz), 7.16 (1H, d, J=48 Hz), 6.87 (2H, d, J=9 Hz), 5.03-4.91 (1H, m), 4.83 (1H, t, J=5 Hz), 4.81 (1H, d, J=11 Hz), 4.77-4.67 (1H, m), 4.39 (1H, d, J=11 Hz), 3.79 (3H, s), 3.25-3.09 (1H, m), 2.92-2.74 (2H, m), 2.84 (1H, d, J=17 Hz), 2.65 (1H, d, J=17 Hz), 2.34-1.46 (14H, m), 1.19 (3H, s), 1.03 (3H, s), 0.79-0.68 (1H, m). Mass spectrum (EI, m/z): 780 [M+].

At the same time, in my other blogs, there are other synthetic methods of this type of compound,933702-55-7, 2-Chloropyrimidine-5-carbaldehyde, and friends who are interested can also refer to it.

Reference:
Patent; UBE INDUSTRIES, LTD.; DAIICHI SANKYO COMPANY, LIMITED; Nakamura, Tsuyoshi; Namiki, Hidenori; Terasaka, Naoki; Shima, Akiko; Hagihara, Masahiko; Iwase, Noriaki; Takata, Katsunori; Kikuchi, Osamu; Tsuboike, Kazunari; Setoguchi, Hiroyuki; Yoneda, Kenji; Sunamoto, Hidetoshi; Ito, Koji; US2013/109653; (2013); A1;,
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Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 54326-16-8, name is 5-Chloropyrimidin-2(1H)-one. A new synthetic method of this compound is introduced below., SDS of cas: 54326-16-8

EXAMPLE 3 5-Chloro-1-(3-furoylmethyl)pyrimidin-2-one A mixture of 5-chloropyrimidin-2-one (587 mg) and crude 3-bromoacetylfuran (2.00 g, ca. 4.5 mmol, based on purity ca. 40% by 1 H n.m.r; contaminated with 3-dibromoacetylfuran and diethyl ether) in triethylamine (0.95 ml) and ethanol (25 ml) was stirred at room temperature. After 45 min with solvent was removed and the residue triturated with ethyl acetate. The resulting solid was collected and retriturated with water. This gave a buff solid which was crystallized from ethyl acetate to give the title pyrimidinone (335 mg), m.p. 195-197 C. (dec), lambdamax (EtOH) 333 nm (epsilon 2,530).

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 54326-16-8, 5-Chloropyrimidin-2(1H)-one.

Reference:
Patent; Glaxo Group Limited; US4650800; (1987); A;,
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Pyrimidine – Wikipedia

Electric Literature of 153435-63-3, Adding some certain compound to certain chemical reactions, such as: 153435-63-3, name is 2-(Tributylstannyl)pyrimidine,molecular formula is C16H30N2Sn, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 153435-63-3.

Example 31 Cpy rimidin-2-y 1 { 1 -[4-(trifluoromethoxy )phenyl] cy cl obutyl} methanol To a solution of n-butyllithium (0.48 mL, 1.2 mmol, 2.5 M in hexanes) was added 2-(tributylstannyl)pyrimidine (369 mg, 1.0 mmol) in THF (6.0 mL) under nitrogen atmosphere at -95 C ~ -100 C. After 45 minutes, Example 3 IB (244 mg, 1.0 mmol) was added at -95 C, and the resulting mixture was stirred for an additional 30 min and then warmed to room temperature for 10 min. Saturated aq. NH4C1 was added and the mixture was extracted with dichloromethane (30 mL), concentrated and purified by Prep-TLC (petroleum ether : ethyl acetate =15:1 to 10:1) to give the title compound (30 mg, yield 9.26%). H NMR (400 MHz, CDCI3): 8.58 (d, J=8Hz, 2H), 7.17 (t, J=4Hz, IH), 6.95 (d, J=8Hz, 2H), 6.81 (d, J=8Hz, 2H), 5.24 (s, IH), 3.53 (br, IH), 3.05-2.97 (m, IH), 2.86-2.79 (m, IH), 2.46-2.35 (m,2H), 2.23- 2.1 1 (m, IH), 1.96-1.86 (m,lH). LC-MS: m/z (M+H)+ 325.1.

According to the analysis of related databases, 153435-63-3, the application of this compound in the production field has become more and more popular.

Reference:
Patent; ABBOTT LABORATORIES; ABBOTT LABORATORIES TRADING (SHANGHAI) COMPANY, LTD; BAYBURT, Erol, K.; CLAPHAM, Bruce; COX, Phil, B.; DAANEN, Jerome, F.; GOMTSYAN, Arthur; KORT, Michael, E.; KYM, Philip, R.; VOIGHT, Eric, A.; WO2012/19315; (2012); A1;,
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Electric Literature of 914612-23-0, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.914612-23-0, name is 6-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine, molecular formula is C14H14ClN3, molecular weight is 259.7341, as common compound, the synthetic route is as follows.

4-Chloro-7-benzyl-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine (1.5 g, 5.8 mmol) was added sequentially to a 100 mL reaction flask.2-fluoro-4-methylsulfonylaniline (1.3 g, 6.9 mmol), Pd2(dba)3 (1.2 mmol), X-Phos (1.2 mmol),CS2CO3 (2.5 mmol) and anhydrous (30 mL).The reaction solution was purged with nitrogen and refluxed overnight.After the reaction was completed, the reaction solution was extracted twice with ethyl acetate.The mixture was washed twice with saturated sodium chloride, dried over anhydrous sodium sulfate and evaporated.Purified by silica gel column chromatography(PE: EA = 1:1) gave 2 g of a yellow solid, yield 83%.

Statistics shows that 914612-23-0 is playing an increasingly important role. we look forward to future research findings about 6-Benzyl-4-chloro-5,6,7,8-tetrahydropyrido[4,3-d]pyrimidine.

Reference:
Patent; Jiangxi University of Traditional Chinese Medicine; Yang Zunhua; Fang Yuanying; Jin Yi; Wang Qi; Ouyang Hui; Feng Yulin; (33 pag.)CN110256420; (2019); A;,
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